Patent GB-923645-A (GB)
Title: Antistatic compositions for hydrophobic shaped structures
IPC: D04H1/54
Filed: 1959-11-17
Abstract: A composition for application to hydrophobic shaped structures to reduce the accumulation of static electricity thereon, comprises a mixture of a polyepoxide and a polyamine of the formula H[-X-CH2-CH2(OCH2 OCH2)m-O-R-O-(CH2 CH2 O)n-CH2.CH2]p-X-H where -R- is a divalent radical, -X- is a divalent radical derived from an amine, in which at least one free valency is directly attached to the nitrogen atom of the amine, m and n are whole numbers from 3 to 40 inclusive and p is an integer not greater than 10, or a polyamine of the formula H[-X1-CH2 CH2-(OCH2 CH2)q-OCH2 CH2]p -X1-H, where X1 is <FORM:0923645/IV(a)/1> R1 being hydrogen or an alkyl or amino alkyl radical containing less than 8 carbon atoms in its longest chain, -Y- being a divalent aliphatic hydrocarbon radical which may contain aza linkages, q an integer from 6 to 40 inclusive and p an integer not greater than 10.  The preparation of the polyamines by reacting a polyethylene glycol dihalide with an amine, e.g. methylamine, ethylamine, propylamine, butylamine, amylamine, hexylamine, dodecylamine, allylamine, monoethanolamine, 3-isopropyl-n-propylamine, 3-methoxy-n-propylamine, diethylene triamine, hexamethylene diamine, bis(3-amino propyl)-amine, bis(2-amino propyl)amine, triethylene tetramine and tetraethylene pentamine is described in Belgian Specifications 554,506 and 560,446. Specified hydrophobic shaped structures are foams, fibres, filaments, yarns or fabrics of polyamides, acrylonitrile polymers or polyesters, the compositions being preferably applied to the substrate in emulsified form and cured thereon.  The examples disclose the reaction of polyamines derived from diethylene triamine and the dichloride of polyethylene glycol and methylamine and the dichloride of polyethylene glycol, with polyepoxides derived from glycerin and epichlorohydrin; alkylphenoxypolyoxyethanol, glyceryl mono oleate and glycidyl methacrylate; and 1 :3-bis[3-(2 :3-epoxy-propoxy) propyl] tetramethyldisiloxane, curing being effected in the presence of zinc fluoroborate.  Specifications 578,079, 586,796, 586,881, 765,585 and 780,288 also are referred to.ALSO:A process for reducing the accumulation of static electricity on synthetic hydrophobic shaped structures, comprises applying thereto a mixture of a polyepoxide and a polyamine of the formula <FORM:0923645/IV(a)/1> where -R- is a divalent radical, -X- is a divalent radical derived from an amine, in which at least one free valency is directly attached to the nitrogen atom of the amine, m and n are whole numbers from 3 to 40 inclusive and p is an integer not greater than 10, or a polyamine of the formula H[-X1-CH2CH2-(OCH2CH2) q-O-CH2CH2]p-X1-H where X1 is <FORM:0923645/IV(a)/2> R1 being hydrogen or an alkyl or aminoalkyl radical containing less than 8 carbon atoms in its longest chain, -Y- being a divalent aliphatic hydrocarbon radical which may contain aza linkages, q an integer from 6 to 40 inclusive and p an integer not greater than 10.  Specified hydrophobic shaped structures are fibres, filaments, yarns or fabrics of polyamides, acrylonitrile polymers and polyesters.  In the examples, polyethylene terephthalate fabrics, polyacrylonitrile fabrics, polyhexamethylene adipamide fabrics and tows of polyacrylonitrile fabrics are coated with compositions containing polyamines derived from the dichloride of polyethylene glycol and diethylene triamine or methylamine, polyepoxides derived glycerin and epichlorohydrin or alkyl phenoxy polyoxyethanol, glyceryl monooleate and glycidyl methacrylate or with 1:3-bis[3-(2:3-epoxy-propoxy)propyl]-tetramethyl disiloxane, curing being effected in the presence of zinc fluoroborate. Specifications 578,079, 586,796, 586,881, 765,585 and 780,288 are referred to.